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Beautiful 1 BDRM apartment located in Islamorada. Full kitchen and 1 full bath. Home is located on canal within 100 yards of the ocean. You will enjoy access to fully screened and heated pool. WiFi and cable TV included. Close proximity to shopping, restaurants and all the best the Keys have to...

Enjoy spectacular sunsets while drinking margaritas on the observation deck of this stunning home nestled back behind swaying palm trees. This home sits directly on the bay and has 2 bedroom 2 bath upstairs and has a 2 bedroom 1 bathroom apartment. The home is located at mile marker 76.
Near...

Beautifully renovated home sits right on the ocean. With panoramic ocean views from every room in the house, you&#39;ll never want to leave. This 2 bedroom, 2 bath home has a great back porch, large yard, and shaded carport/ sitting area. Located in Lower Matecumbe, this house is close to downtown...

Please contact us for all of our rates for different length of stays! For shorter stays...make sure you have a minimum of 28 days entered in your contact form! This is a very popular rental, so ask about your preferred dates early!
This best Islamorada waterfront location, has quick easy access...

***7 day minimum rental - notwithstanding anything in the rates page the MINIMUM rental is 7 days ****This custom built 5 bedroom house has been immaculately taken care of and has a proper size elevator and is fully wheel chair accessible. Enjoy your stay in Sereni-key looking out to an endless...

Enjoy this Bayfront home with a spectacular sunset view, fenced yard and tile throughout the house. Also has great dockage and clean swimming area. Secured wi-fi, local telephone, &amp; cable television (basic) included.
Near the house is the small Anne&#39;s Beach. There are nature trails,...

Looking for an amazing home in Venetian Shores? This home has everything - 4 bedroom, 4 bath home that has been updated. The kitchen is amazing, suited for any type of entertaining. The 3rd floor floor is a lofted master bedroom suite with a walk-in closet. Two guest bedrooms are located on the...

A Vacation Rental for View Lovers! FREE WIFI
Best location in the complex. And new this year, a sandy beach.
For two couples or a family with 2 kids. The two new extra long twin Pillow Top beds in 2nd bedroom convert to a comfy King Bed! Master bedroom has new Simmons Beautyrest Pillow Top...

This is a very spacious and very well-maintained 4 bedroom, 3 bathroom home toward the mouth of the canal on a quiet street in Plantation Key (Tavernier). You and your group will enjoy stunning views from the main level, master suite, &amp; rooftop sundeck. There is approximately 20ft concrete dockage....

Our unit is a short walk to the beach and dock... No view of the ocean from our unit. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a swimming pool, a clubhouse, a private beach and a...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
Come and relax at our beautiful town home on...

Beautiful designer appointed Oceanside canal home located at the Mile Marker 76.5 in
Lower Matecumbe (South part of Islamorada). This home is the second one in on a point
and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffee
maker, toaster, and blender. There are...

Luxurious end unit in Bay Harbour with a boat slip. Upon entering the unit you are greeted with the tranquil views of the harbor and ocean. Enjoy the ocean breeze from the large screen porch. Beautiful Bay Harbour gated condo community on lower Matecumbe, mm 74 1/2.
Enjoy the sunrise or sunset...

Comfortable Venetian Shores canal home that has two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs. The downstairs apartment has a complete kitchen and living room and separate bedroom. There is a screened in porch of the living room upstairs. The home has awesome...

This four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. It is situated in a clean, upscale neighborhood of all waterfront homes. The house is equipped with all the comforts of home. It is modernly furnished. Upstairs there are...

Beautifully Decorated, Fully Furnish and Equipped Vacation Pool Home, Located in a Quiet and Safe Residential Area in Islamorada, Florida Keys.
Video of house and area available upon request.
It consists of Two Levels, Each Separate Level Has 3 Bedrooms/2 Bathrooms.
Our beautiful home is Great...

Great deep dockage and quick access to bay and ocean!!!
Beach &amp; Bay Bungalow. This home has it all.
New 65&#39; 4k HD television and high speed wireless interntet included. All bedrooms have flat screen television.
Spectacular long water views from inside and out of this secluded estate property!...

Amazing ocean views can be enjoyed from this beautiful stilt home with separate mother- in-law cottage. You&#39;ll fall in love with this little piece of Heaven. Enjoy fishing, diving, and catching lobster with all the comforts of home. Best ocean views in town! Interior photos are available! Mile...

Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This rental property is a private gated community with a 65 slip deep water marina. This tropical waterfront community offers world class fishing and diving, 2 lighted tennis courts, heated pool, private beach, and dockage for...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
Welcome to your beach-front oasis on the bay side at mile marker 74 in Islamorada, the Sport...

OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering 5 bedrooms and 3 full baths on 2 living levels overlooking the Florida Bay with its incredible sunset views. Sleeps 10 people comfortably. Spacious fully...

This condo has been completely restored after Hurricane Irma’s d is now ready for guests to return. There is new drywall, paint, carpets and new furniture and is safe to stay in. Paradise by the Atlantic Ocean and only 50&#39; front the waters edge. Beautiful condominium complex with heated out door...

Stunning townhouse that sits on the undisputed best beach in the keys. Boat slippage up to 26 feet. Pictures speak for themselves. The beauty of the Keys surrounds you. Easy access to the ocean side for offshore fishing, or simply fish the canal or the beach. 75 miles to Miami airport, 75 miles to...

Lo-Key Estate is truly a luxury Keys home situated on a private 400’ waterfront peninsula with the use of a tropical swimming pool w/waterfall and hot tub(shared w/guest house) There are Ocean Views from the 2 &amp; 3rd floors. Lo-Key is a custom 5 bedroom/5 bath home that opens onto Florida Bay...

THE KING MASTER BEDROOM IS DRESSED IN ISLAND FINERY WITH PRIVATE BATHROOM, COMBINATION SHOWER/TUB, AND FLAT SCREEN TV MAKES FOR THE PERFECT RETREAT. THE SECOND BEDROOM OFFERS A QUEEN SIZE BED, A FLAT SCREEN TV, AND AN ATTACHED BATHROOM. YOU CAN “COOK YOUR CATCH” IN THE FULLY EQUIPPED KITCHEN WITH...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
*** Owner is highly motivated to rent! Contact...

This charming condo is located in the Futura Yacht Club community, located at mile marker 88.5 on the bay side in Islamorada. The unit comes fully furnished with a full kitchen, dining room, large living room with sleeper sofa, expansive balcony with great views of the Florida Bay and the...

This 2 bedroom, 2 bathroom condo located directly on the Florida Bay is the perfect sunny getaway! Situation with perfect views of the community pool, community marina, and open bay, you&#39;ll enjoy coffee in the morning while watching the boaters head out for their perfect catch and enjoy a sunset...

This is a beautiful Venetian Shores home... It truly is a must see! The interior is clean and nicely decorated. The large porch on the back allows you to see the famous Florida Keys sunsets from your own home! Located a few houses down from Snake Creek, you&#39;ll have quick ocean and bay access. Deep...

This premier luxury home is situated in a very quiet and peaceful gated community. All the rooms are very spacious with quality furnishings. A large double wide lanai with breathtaking views will make your getaway in the Keys. For your enjoyment it comes with private boat dockage, covered parking,...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
*** Owner is highly motivated to rent! Contact...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
Come and relax at our beautiful town home on...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
Beautiful four bedroom, Ocean Front home with...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
*** Owner is highly motivated to rent! Contact...

Welcome to beautiful Islamorada located in the Florida Keys. Islamorada is known as the &#39;Sport Fishing Capital of the World&#39;. Our ocean contains the world&#39;s most sought-after gamefish including tuna, dolphin, Marlin, permit, tarpon and bonefish. In addition to fishing, Islamorada is a favorite of...

Deam home in they keys is one of the very few legal weekly rentals in Islamorada. It is a 4000 square foot home on water with heated Pool. Located in an exclusive area of all waterfront homes. This immaculate two-story home offers a luxurious and very private setting. Ryan&#39;s place has 5 large...

iF YOUR PLANS CALL FOR LESS THAN A MONTH, PLEASE CONTACT ME. i MAY BE ABLE TO HELP.
***PLEASE INQUIRE ABOUT SPECIAL DISCOUNTED RATES AND SEASONAL AVAILABILITY***
Please contact us for all of our rates! For shorter stays...make sure you have a minimum of 28 days entered in your contact form!...

We help make the most of your vacation by providing Free Admission to some of the area&#39;s top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination!
***Free Fun Rules and Restrictions Apply ***
*** Owner is highly motivated to rent! Contact...

Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak...

&#39;The Beach Fixes Everything&#39;. That&#39;s the sign that greets visitors as they enter the living room of this newest Freewheeler Vacations home. But while the beach certainly is nice, an awesome vista doesn&#39;t hurt either.
Located on a narrow residential peninsula in Lower Matecumbe Key, the...

This townhome at Executive Bay will sure make your home away from home! This unit has been completely renovated and decorated beautifully. This
2 bedrooms and 3 bathrooms has a (1) King Bed, (1) Queen Bed and there is a bonus room off the Master that has 2 twin beds. Executive Bay Club is a...

BOOK NOW and receive DISCOUNT!!!
Creating memories is the one thing we will treasure forever! This is a beautiful two story: 3 bedroom home. 2 bedroom, 1 bathroom on top floor, and another 1 bedroom 1 bathroom on bottom floor. The house has one of the most amazing backyards and perfect BBQ space....